63254-29-5Relevant academic research and scientific papers
Catalytic Enantioselective Synthesis of Lactams through Formal [4+2] Cycloaddition of Imines with Homophthalic Anhydride
Jarvis, Claire L.,Hirschi, Jennifer S.,Vetticatt, Mathew J.,Seidel, Daniel
, p. 2670 - 2674 (2017)
An amide-thiourea compound, operating through a novel ion pairing mechanism, is an efficient organocatalyst for the asymmetric reaction of homophthalic anhydride with imines. N-aryl and N-alkyl imines readily undergo formal [4+2] cycloaddition to provide lactams with high levels of enantio- and diastereoselectivity. The nature of the key chiral ion pair intermediate was elucidated by DFT calculations.
